6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine

Base Information

• Chemical Name: 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine
• CAS No.: 1448227-77-7
• Molecular Formula: C₂₀H₂₂ClN₅O₂
• Molecular Weight: 399.88
• Mol file: 1448227-77-7.mol

Synonyms:6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine

Chemical Property of 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine

There total 4 articles about 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

N-mesitoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine (1416969-41-9) + 6-chloropurine (87-42-3) → 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine (1448227-77-7) + 6-chloro-7-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-7H-purine (1448227-78-8)

Guidance literature:

6-chloropurine; With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; Inert atmosphere; Reflux;

N-mesitoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1055/s-0032-1316916

Reference yield:

mesitylenecarbonitrile oxide (2904-57-6) → 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine (1448227-77-7) + 6-chloro-7-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-7H-purine (1448227-78-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 4-methylmorpholine N-oxide / dichloromethane / 20 °C / Cooling with ice

2.1: dmap; triethylamine / dichloromethane / 20 °C / Cooling with ice

3.1: N,O-bis-(trimethylsilyl)-acetamide / dichloromethane / Inert atmosphere; Reflux

3.2: 0 °C / Inert atmosphere; Reflux

With dmap; N,O-bis-(trimethylsilyl)-acetamide; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane;

DOI:10.1055/s-0032-1316916

Reference yield:

2,4,6-trimethylbenzaldehyde oxime (40188-34-9) → 6-chloro-9-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-9H-purine (1448227-77-7) + 6-chloro-7-[2-(mesitylcarbonyl)-3,3-dimethylisoxazolidin-5-yl]-7H-purine (1448227-78-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bromine

2.1: 4-methylmorpholine N-oxide / dichloromethane / 20 °C / Cooling with ice

3.1: dmap; triethylamine / dichloromethane / 20 °C / Cooling with ice

4.1: N,O-bis-(trimethylsilyl)-acetamide / dichloromethane / Inert atmosphere; Reflux

4.2: 0 °C / Inert atmosphere; Reflux

With dmap; N,O-bis-(trimethylsilyl)-acetamide; bromine; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane;

DOI:10.1055/s-0032-1316916

upstream raw materials:

N-mesitoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine

6-chloropurine

mesitylenecarbonitrile oxide

2,4,6-trimethylbenzaldehyde oxime